M9511
Minocycline hydrochloride
powder
Synonym(s):
Minomycin
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All Photos(4)
About This Item
Empirical Formula (Hill Notation):
C23H27N3O7 · HCl
CAS Number:
Molecular Weight:
493.94
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
form
powder
Quality Level
antibiotic activity spectrum
mycobacteria
mode of action
protein synthesis | interferes
originator
Teva
storage temp.
2-8°C
SMILES string
Cl.CN(C)[C@H]1[C@@H]2C[C@@H]3Cc4c(ccc(O)c4C(=O)C3=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)N(C)C
InChI
1S/C23H27N3O7.ClH/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28;/h5-6,9,11,17,27,29-30,33H,7-8H2,1-4H3,(H2,24,32);1H/t9-,11-,17-,23-;/m0./s1
InChI key
GLMUAFMGXXHGLU-VQAITOIOSA-N
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General description
Chemical structure: tetracycline
Minocycline, a semi-synthetic second-generation tetracycline, is classified within the tetracycline class of antibiotics and is utilized for the management and treatment of both infectious and non-infectious conditions. Apart from its efficacy against gram-positive and gram-negative bacteria, minocycline also exhibits antioxidant, anti-apoptotic, immunomodulatory, and neuroprotective properties. Tetracyclines, including minocycline, function by binding to the 30S ribosomal subunit, thereby preventing charged tRNA from delivering amino acids to elongate the protein chain and form cellular protein. This disruption results in a bacteriostatic effect on the prokaryotic cell, leading to the loss of its ability to grow or replicate. Being lipid-soluble compounds, tetracyclines can traverse hydrophobic barriers such as biological membranes. Among tetracyclines, minocycline demonstrates higher lipophilicity than doxycycline, leading to increased concentrations in the central nervous system (CNS) and the skin.
Application
Minocycline hydrochloride has been used:
- to prepare nanoliposomes to check its effect on macrophages
- for the inhibition of neuroinflammation and neuropathic pain
- to treat glioma in murine GL261 glioma cells
Biochem/physiol Actions
Minocycline is a broad spectrum antibiotic with bacteriostatic function. Minocycline has anti-inflammatory properties. Minocycline inhibits lipopolysaccharide mediated inflammatory cytokine tumour necrosis factor (TNF-α) secretion by macrophages. Minocycline inhibits macrophage proliferation in a dose dependent manner. Minocycline inhibits neuroinflammation in pre-plaque of Alzheimer′s disease-like amyloid pathology through inhibition of key inflammatory enzymes like inducible nitric oxide synthase (iNOS), matrix metalloproteinase 9 (MMP-9) and 5-lipoxygenase. Minocycline inhibits endothelial cell proliferation and angiogenesis. Minocycline exhibits anti-tumor activity in glioma by inhibiting membrane type 1 matrix metalloproteinase (MT1-MMP). Minocycline increases cognition and neuronal differentiation. zMinocycline effectively reduces neuropathic pain by increasing the functions of nociceptin/orphanin FQ.
Features and Benefits
This compound was developed by Teva. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Customers Also Viewed
Minocycline corrects early, pre-plaque neuroinflammation and inhibits BACE-1 in a transgenic model of Alzheimer's disease-like amyloid pathology
Ferretti MT, et al.
Journal of Neuroinflammation, 9(1), 62-62 (2012)
R J Tamargo et al.
Cancer research, 51(2), 672-675 (1991-01-15)
We describe a new inhibitor of angiogenesis, minocycline, a semisynthetic tetracycline antimicrobial with anticollagenase properties. Minocycline was incorporated into controlled release polymers and tested in the rabbit cornea against neovascularization in the presence of the VX2 carcinoma. Inhibition by minocycline
Irene Sanchez-Brualla et al.
Anatomical record (Hoboken, N.J. : 2007), 301(10), 1638-1645 (2018-05-02)
Minocycline has been reported to be both beneficial and detrimental for nerve regeneration after peripheral nerve injury. By reducing the inflammatory response, minocycline administration reduces pain and has neuroprotective effects, but it also inhibits Wallerian degeneration in the distal stump
Minocycline reduces glioma expansion and invasion by attenuating microglial MT1-MMP expression
Markovic DS, et al.
Brain, behavior, and immunity, 25(4), 624-628 (2011)
Jin-Shing Chen et al.
Lancet (London, England), 381(9874), 1277-1282 (2013-03-16)
Simple aspiration and drainage is a standard initial treatment for primary spontaneous pneumothorax, but the rate of pneumothorax recurrence is substantial. We investigated whether additional minocycline pleurodesis after simple aspiration and drainage reduces the rate of recurrence. In our open-label
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